Zhao Zhiwei, Zhang Ranran, Liu Yaowen, Zhu Zile, Wang Qiuyan, Qiu Youai
State Key Laboratory and Institute of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Tianjin, China.
Nat Commun. 2024 May 7;15(1):3832. doi: 10.1038/s41467-024-48262-9.
Herein, we develop a straightforward, metal-free, and acid-/base-free electrochemical C4-selective C - H deuteration of pyridine derivatives with economic and convenient DO at room temperature. This strategy features an efficient and environmentally friendly approach with high chemo- and regioselectivity, affording a wide range of D-compounds, such as pyridines, quinolones, N-ligands and biorelevant compounds. Notably, the mechanistic experiments and cyclic voltammetry (CV) studies demonstrate that N-butyl-2-phenylpyridinium iodide is a crucial intermediate during the electrochemical transformation, which provides a general and efficient way for deuteration of pyridine derivatives.
在此，我们开发了一种直接、无金属且无酸碱的电化学方法，可在室温下用经济便捷的重水对吡啶衍生物进行C4选择性C-H氘代反应。该策略具有高效且环保的特点，具有高化学选择性和区域选择性，能得到多种含氘化合物，如吡啶、喹诺酮、N-配体和生物相关化合物。值得注意的是，机理实验和循环伏安法（CV）研究表明，N-丁基-2-苯基碘化吡啶鎓是电化学转化过程中的关键中间体，这为吡啶衍生物的氘代反应提供了一种通用且高效的方法。
